Pyridine-derivatives

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4BrClN2

5-Bromo-2-chloro-3-pyridinamine (10 g) was dissolved in pyridine (75 ml) and methanesulfonyl chloride (7.5 ml) was added and stirred overnight. Further methanesulfonyl chloride (2.1 ml) was added and the reaction stirred at RT for 5 h. Further methanesulfonyl chloride (2.1 ml) was added and the mixture stired at RT overnight. The ph was adjusted to -6 by addition of 2M HCI (aq). The mixture was extracted with DCM (2 x 150 ml) and the combined organic layers were passed through a hydrophobic frit and the solvent removed in vacuo. The residue was suspended in methanol (200 ml) and 2M NaOH (50 ml) was added. The mixture was stirred for 1 h and then the solvent removed in vacuo. The residue was dissolved in water (250 ml) and washed with DCM (150 ml). The aqueous layer was acidified and the resulting precipitate collected by filtration. The solid was air dried overnight to give the title compound as an off white solid, 13.45 g.LCMS (method B); Rt = 0.81 min, MH” = 285.

The synthetic route of 588729-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; BALDWIN, Ian Robert; DOWN, Kenneth David; FAULDER, Paul; GAINES, Simon; HAMBLIN, Julie Nicole; JONES, Katherine Louise; JONES, Paul Spencer; LE, Joelle; LUNNISS, Christopher James; PARR, Nigel James; RITCHIE, Timothy John; ROBINSON, John Edward; SIMPSON, Juliet Kay; SMETHURST, Christian Alan Paul; WO2011/67365; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 62774-90-7, name is 2,6-Dichloro-4-methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H5Cl2NO2

tert-Butyl 2, 6-dichloro-4-methylnicotinate: To a solution of 2,6-dichloro-4-methylnicotinic acid (1.00 g, 4.85 mmol, 1 equiv) in tert-butyl acetate (24 mL) wasadded 70% perchioric acid (0.88 mL, 14.56 mmol, 3 equiv). After 1 h, reaction was diluted with DCM, washed cautiously with saturated aqueous sodium bicarbonate solution, dried (Na2SO4), and concentrated in vacuo to provide the product (1.21 g, 95%) as a pale yellow oil.1H NMR (400 MHz, CDC13) oe 7.15 (s, 1H), 2.37 (d, J0.5 Hz, 3H), 1.62 (s, 9H); LCMS (ESI, M+1): 262.1.

With the rapid development of chemical substances, we look forward to future research findings about 62774-90-7.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NAIDU, B. Narasimhulu; CONNOLLY, Timothy P.; EASTMAN, Kyle J.; (60 pag.)WO2016/33009; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 100-26-5, name is 2,5-Pyridinedicarboxylic acid, the common compound, a new synthetic route is introduced below. SDS of cas: 100-26-5

To a suspension of pyridine-2,5-dicarboxylic acid (20 g, 120 mmol) in dichloromethane (396 mL) and DMF (6.6 mL) was added oxalyl chloride (60.96 g, 480 mmol) dropwise over 20 minutes. After 16 hours at ambient temperature, the reaction mixture was concentrated in vacuo and the residue azeotroped with toluene. The residue was taken up in cold (00C) methanol (276 mL) and stirred for 15 minutes. The resultant solution was concentrated in vacuo and the residue taken up in ethyl acetate. The mixture was washed with a saturated aqueous solution of sodium bicarbonate, water and brine. A portion of the product was collected as a white precipitate. The organic phase was isolated, dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound as a white solid (combined material obtained : 22.93 g, 98%). LCMS (method B): Rx = 2.48 min, [M+H]+ = 196.

The synthetic route of 100-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2009/85983; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 614-18-6, name is Ethyl nicotinate, molecular formula is C8H9NO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: Ethyl nicotinate

General procedure: The 0.015 mol of ethyl aromatic esters (8a-s) and 0.02 mol of hydrazine hydrate were dissolved in absolute ethanol or methanol (20 mL) to reflux the reaction mixture for 3-6 h for complete hydrazinolysis of ethyl aromatic esters. The product obtained was isolated after cooling as a white or yellow solid and recrystallized from ethanol or methanol.

With the rapid development of chemical substances, we look forward to future research findings about 614-18-6.

Reference:
Article; More, Uttam A.; Joshi, Shrinivas D.; Aminabhavi, Tejraj M.; Gadad, Andanappa K.; Nadagouda, Mallikarjuna N.; Kulkarni, Venkatrao H.; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 199 – 218;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 796851-03-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 796851-03-1, name is 2,5-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

a) A mixture of 2,5-dichloro-4-iodopyridine (0.56 g, 2.04 mmol), 2-amino-N-methyl- 5-(4-methylpiperazin-l-yl)benzamide (0.508 g, 2.04 mmol), 9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene (0.071 g, 0.12 mmol), cesium carbonate (1.332 g, 4.09 mmol) and palladium(II) acetate (0.018 g, 0.08 mmol) was suspended in DMA (15 mL). The mixture was heated at 1000C for 1 hour in a microwave reactor and then allowed to cool to room temperature. The mixture was loaded onto an SCX column and the product eluted first using MeOH and then with a 7M solution of NH3 in MeOH. Fractions containing product were combined and evaporated to afford 2-[(2,5-dichloropyridin-4- yl)amino]-N-methyl-5-(4-methylpiperazin-l-yl)benzamide as a DMA adduct (0.990 g); 1H NMR spectrum: (300 MHz, DMSO) delta 2.23 (3H, s), 2.44 – 2.50 (4H, m), 2.73 (3H, d), 3.16 – 3.21 (4H, m), 6.90 (IH, s), 7.10 – 7.14 (IH, m), 7.20 (IH, d), 7.40 (IH, d), 8.19 (IH, s), 8.58 (IH, d), 9.67 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 394.09.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 796851-03-1, 2,5-Dichloro-4-iodopyridine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 113975-31-8, name is N-(3-Iodopyridin-2-yl)pivalamide, molecular formula is C10H13IN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Application In Synthesis of N-(3-Iodopyridin-2-yl)pivalamide

3-Iodopyridin-2-amine N-(3-iodopyridin-2-yl)pivalamide (13.80 g, 45.36 mmole) was taken up in H2SO4 (24 wt. %, 394 ml) and the mixture was stirred for 60 minutes under reflux. After cooling to RT the mixture was neutralised with 4 N NaOH and solid NaHCO3, the aqueous phase was extracted with DCM (3*200 ml), and the combined organic phases were dried over MgSO4. After filtration, the solvent was removed on a rotary evaporator. 3-iodpyridin-2-amine (9.70 g, 97%) was obtained as a cream-coloured solid.

With the rapid development of chemical substances, we look forward to future research findings about 113975-31-8.

Reference:
Patent; GRUNENTHAL GMBH; US2009/156593; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 89466-18-2, name is 6-Bromo-2-methoxypyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Bromo-2-methoxypyridin-3-amine

At room temperature, 6-bromo-2-methoxypyridin-3-amine (12.00 g, 59.10 mmol),Acetic anhydride (48.67 g, 466.90 mmol) was terminated at 20 C for 1 h. The reaction solution was added with water (240 ml) and stirred for 1 h. A brown precipitate was precipitated, filtered with suction, and the filter cake was dried.The yield was 9.80 g of brown solid with a yield of 68%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 89466-18-2, 6-Bromo-2-methoxypyridin-3-amine.

Reference:
Patent; Jiangsu Weikaier Pharmaceutical Technology Co., Ltd.; Gong Yanchun; Meng Lei; Guo Qirun; Liu Yongqiang; (65 pag.)CN110642838; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 69722-29-8, name is Ethyl 5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate, molecular formula is C11H12N4O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. SDS of cas: 69722-29-8

Reference Example 2-64 1-(2-Pyridinyl)-1H-pyrazol-5-ylamine A suspension of ethyl 5-amino-1-(2-pyridinyl)-1H-pyrazole-4-carboxylate (27.9 g, 120 mmol) in 4N sodium hydroxide (300 mL) was heated under reflux for 1 hour. The suspension was allowed to cool to room temperature, neutralized by the addition of conc. hydrochloric acid, and further made acidic by the addition of acetic acid. The resulting crystals were collected by filtration, washed with ethanol, and air dried. The crystals thus obtained were subjected to heat at 200 C., and washed with diethylether to give the title compound (6.02 g, 31% yield). NMR (CDCl3) delta: 5.51 (1H, d, J=1.8 Hz), 5.95 (2H, br s), 7.07-7.13 (1H, m), 7.42 (1H, d, J=1.8 Hz), 7.75-7.84 (1H, m), 7.98 (1H, d, J=8.4 Hz), 8.33 (1H, dd, J=1.6 Hz, 4.6 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 69722-29-8.

Reference:
Patent; Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro; US2003/187014; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 800401-67-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 800401-67-6, name is Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate, molecular formula is C10H9ClN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Route A: To a solution of 5-chloro-lH-pyrrolo [2,3-c] pyridine-2-carboxylic acid ethyl ester (Preparation 17,1. 78g, 7. 9MMOL) in ethanol (70mL) was added sodium hydroxide solution (5.2mL, 2M, 10. 3MMOL) and the mixture heated under reflux for 2h. The solvent was removed in vacuo and the solid dissolved in water (150ML) and acidified to pH 4 with acetic acid to give the title compound as a brown solid that was isolated by filtration. ON (CD30D): 7.13 (1H, s), 7.68 (1H, s), 8. 58 (1H, s); M/Z (ES+) =197 [M+H] +

According to the analysis of related databases, 800401-67-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 98400-69-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 98400-69-2, name is 4-(Boc-Amino)pyridine, molecular formula is C10H14N2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of BL (12 g, 0.06 mol) in dry THF (200 mL) under inert atmosphere was added n-butyl lithium (79.12 mL, 0.18 mol) at -78 C. The reaction was warmed to 0 C and stirred for 30 min. Carbon dioxide gas was added to the reaction mass at -78 C for 1 h, then at RT for 1 h. The reaction was monitored by TLC. After complete consumption of the starting material, the reaction mass was diluted with water (200 mL) and washed with diethyl ether (2×150 mL). The aqueous layer was acidified with citric acid to pH~4. The obtained solid was filtered and dried under vacuum to afford BM (5.1 g, 35%) as a white solid. *H NMR (400 MHz, DMSO-i: delta 11.76 (br s, 1H), 8.96 (s, 1H), 8.52 (d, / = 15.0 Hz, 1H), 8.22 (d, / = 15.0 Hz, 1H), 1.49 (s, 9H).

According to the analysis of related databases, 98400-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; YATES, Christopher, M.; RAFFERTY, Stephen, W.; WO2014/117090; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem